Acetylcholinesterase inhibitors represent an important group of small molecule drug candidates against Alzheimer's Disease. Herein, we describe the first efficient microwave-assisted three component diastereoselective synthesis of azabicyclo[2.2.2]octan-5-ones by a silicotungstic acid–catalyzed aza-Diels–Alder cyclization. The one-pot process involves the formation of the in situ generated Schiff base and its immediate cyclization with cyclohex-2-enone. The short reaction time, high yields and excellent diastereoselectivity make this method of annulation both practical and attractive for the synthesis of the target compounds.